Isopropanol → HCID 19871265, compound

HRID 329864Notes

Reaction equation

HRID 329864 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[C:9]([O:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19]1)(=[O:14])[CH2:10]C(C)=O.[NH2:37]/[C:38](/[CH3:44])=[CH:39]\[C:40]([O:42][CH3:43])=[O:41].[CH:45](O)(C)[CH3:46]>>[CH3:45][C:46]1[NH:37][C:38]([CH3:44])=[C:39]([C:40]([O:42][CH3:43])=[O:41])[CH:1]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)[C:10]=1[C:9]([O:15][CH2:16][CH2:17][N:18]1[CH2:19][CH2:20][N:21]([CH:24]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:22][CH2:23]1)=[O:14]

Participants

5

Reactant 4

HCID 3776IsopropanolHCID 103713-PyridinecarboxaldehydeHCID 643918Methyl 3-aminocrotonateHCID 11740518Butanoic acid, 3-oxo-, 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl ester

Product 1

HCID 19871265HCID 19871265, compoundYield 46.3%

Procedure

A mixture of nicotinaldehyde, 2-(4-benzhydryl-1-piperazinyl)ethyl acetoacetate and methyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-(4-benzhydryl-1-piperazinyl)ethyl methyl 2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylate. Recrystallization from methanol gave colorless crystals, m.p. 227°-228° C. Yield 46.3%.

Sources & evidence

ORD record
ord-602a10a86f37451491e561e54e85d894
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

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